Every so often, the market serves up a valuation anomaly that's simply too compelling to ignore.
My latest discovery came while screening for companies aggressively buying back their stock.
I stumbled upon a digital media business trading at just 3.6x EBITDA and 4.9x free cash flow – multiples typically reserved for businesses in severe distress or terminal decline.
Let me put this in perspective: Most quality businesses trade around 15-20x EBITDA. Mediocre ones might fetch 8-12x. Even troubled companies with uncertain futures often command 6x multiples.
What makes this situation particularly interesting is that this company is:
Generating substantial and growing free cash flow
Maintaining a strong balance sheet with modest leverage
Buying back meaningful amounts of stock ($34.9 million in Q1 2025 alone)
Strategically acquiring complementary businesses
So what explains this extreme valuation disconnect?
Market neglect, modest organic growth concerns, and the "boring" nature of a digital conglomerate without a sexy AI or blockchain narrative.
The most fascinating part? This company generated $283.7 million in free cash flow in 2024, up 34% from $211.2 million in 2023. With a market cap around $1.67 billion, you're paying roughly 6 years of free cash flow for the entire business.
Put another way: After 6 years, you'd theoretically own a company still generating substantial annual free cash – for free.
Now here's where it gets interesting...
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